Best trails near Woodbury

29 trails · 29 ranked · updated 2026-06-28 · off-season

Explore the best trails near Woodbury, New York — every spot ranked by our conditions-aware Snoflo score: live conditions first, then visitor reviews and logged trips. Click a pin on the map for the score and what's driving it.

Showing the top 15 of 29 trails · best 15 shown on the map
C⛰
CLIMB Red Trail
#1 CLIMB Red Trail
0.6 mi away
Why 56: intrinsic quality
56Solid
C⛰
CLIMB Green Trail
#2 CLIMB Green Trail
0.9 mi away
Why 56: intrinsic quality
56Solid
N⛰
Nassau/Suffolk Greenbelt Trail
#3 Nassau/Suffolk Greenbelt Trail
1.0 mi away
Why 56: intrinsic quality
56Solid
C⛰
CLIMB Black Trail
#4 CLIMB Black Trail
1.1 mi away
Why 56: intrinsic quality
56Solid
C⛰
Climb/Greenbelt Trail
#5 Climb/Greenbelt Trail
2.0 mi away
Why 56: intrinsic quality
56Solid
B⛰
Blue Trail
#6 Blue Trail
3.0 mi away
Why 56: intrinsic quality
56Solid
C⛰
Climb/Greenbelt Trail
#7 Climb/Greenbelt Trail
0.7 mi away
Why 55: intrinsic quality
55Solid
C⛰
CLIMB Black Trail
#8 CLIMB Black Trail
1.2 mi away
Why 55: intrinsic quality
55Solid
W⛰
Walt Whitman Trail
#9 Walt Whitman Trail
2.4 mi away
Why 54: intrinsic quality
54Solid
B⛰
Blue Dot Trail
#10 Blue Dot Trail
1.8 mi away
Why 52: intrinsic quality
52Solid
O⛰
Old Sierra Club Loop
#11 Old Sierra Club Loop
1.1 mi away
Why 51: intrinsic quality
51Solid
C⛰
CLIMB Black Trail "Orange Blazes"
#12 CLIMB Black Trail "Orange Blazes"
1.2 mi away
Why 51: intrinsic quality
51Solid
L⛰
Lollipop Loop
#13 Lollipop Loop
1.5 mi away
Why 51: intrinsic quality
51Solid
R⛰
Red Dot Trail
#14 Red Dot Trail
1.9 mi away
Why 51: intrinsic quality
51Solid
W⛰
West Loop Trail
#15 West Loop Trail
2.6 mi away
Why 51: intrinsic quality
51Solid

Trails near Woodbury

The Woodbury area has 29 trails on Snoflo, ranked by live conditions, visitor reviews, and logged trips — so the best, closest options rise to the top.

How we rank the best trails near Woodbury

How are these trails ranked?

Each gets a daily Snoflo score blending live conditions, visitor review ratings, and logged trips. The order reflects what's best right now and re-ranks every day.

How often does it update?

Daily, as new conditions, reviews, and trips arrive — so "best right now" means right now.

What do the numbers on the map mean?

Each pin shows that spot's current Snoflo score; tap it for the breakdown and a link to the full report.

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